Cycloart-23-ene-3beta,25-diol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	94a6c5fa-d44a-436f-8eb7-4ed7bfae6ade
Taxonomy	Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name	(1S,3R,6S,8R,11S,12S,15R,16R)-15-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
SMILES (Canonical)	CC(CC=CC(C)(C)O)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
SMILES (Isomeric)	C[C@H](C/C=C/C(C)(C)O)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O)C)C
InChI	InChI=1S/C30H50O2/c1-20(9-8-14-25(2,3)32)21-12-15-28(7)23-11-10-22-26(4,5)24(31)13-16-29(22)19-30(23,29)18-17-27(21,28)6/h8,14,20-24,31-32H,9-13,15-19H2,1-7H3/b14-8+/t20-,21-,22+,23+,24+,27-,28+,29-,30+/m1/s1
InChI Key	JSPGKOBNHWTKNT-CPGXJQKCSA-N
Popularity	11 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₅₀O₂
Molecular Weight	442.70 g/mol
Exact Mass	442.381080833 g/mol
Topological Polar Surface Area (TPSA)	40.50 Å²
XlogP	8.00
Atomic LogP (AlogP)	7.14
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	4

Synonyms

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Cycloart-23-ene-3beta,25-diol

Cycloart-23-ene-3,25-diol

CHEBI:70625

NSC 695835

5alpha-Cycloart-23-ene-3beta,25-diol

23-Dehydro-3beta,25-dihydroxycycloartane

9,19-Cyclolanost-23-ene-3beta,25-diol

(3beta)-9,19-Cyclolanost-23-ene-3,25-diol

(1S,3R,6S,8R,11S,12S,15R,16R)-15-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

9,19-Cyclo-9.beta.-lanost-23-ene-3beta,25-diol-diol

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	-	0.5405	54.05%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5125	51.25%
OATP2B1 inhibitior	-	0.7221	72.21%
OATP1B1 inhibitior	+	0.8822	88.22%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8337	83.37%
P-glycoprotein inhibitior	-	0.6118	61.18%
P-glycoprotein substrate	-	0.7291	72.91%
CYP3A4 substrate	+	0.6341	63.41%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.7458	74.58%
CYP3A4 inhibition	-	0.8696	86.96%
CYP2C9 inhibition	-	0.8033	80.33%
CYP2C19 inhibition	-	0.6969	69.69%
CYP2D6 inhibition	-	0.9530	95.30%
CYP1A2 inhibition	-	0.5851	58.51%
CYP2C8 inhibition	-	0.6833	68.33%
CYP inhibitory promiscuity	-	0.6633	66.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6482	64.82%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9439	94.39%
Skin irritation	-	0.5178	51.78%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	-	0.7319	73.19%
Human Ether-a-go-go-Related Gene inhibition	+	0.7036	70.36%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.4887	48.87%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7996	79.96%
Acute Oral Toxicity (c)	III	0.6549	65.49%
Estrogen receptor binding	+	0.8792	87.92%
Androgen receptor binding	+	0.7163	71.63%
Thyroid receptor binding	+	0.6898	68.98%
Glucocorticoid receptor binding	+	0.7979	79.79%
Aromatase binding	+	0.7454	74.54%
PPAR gamma	+	0.5853	58.53%
Honey bee toxicity	-	0.7548	75.48%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9817	98.17%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.95%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.66%	91.11%
CHEMBL240	Q12809	HERG	91.52%	89.76%
CHEMBL206	P03372	Estrogen receptor alpha	89.84%	97.64%
CHEMBL1977	P11473	Vitamin D receptor	89.07%	99.43%
CHEMBL2581	P07339	Cathepsin D	89.03%	98.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.97%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.80%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	88.68%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.37%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.13%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.56%	91.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.47%	96.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.26%	93.00%
CHEMBL233	P35372	Mu opioid receptor	84.85%	97.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.84%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.67%	92.86%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.13%	92.88%
CHEMBL1937	Q92769	Histone deacetylase 2	82.61%	94.75%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.58%	98.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.57%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.52%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.50%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.49%	85.31%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.22%	97.47%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.21%	99.17%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Artocarpus heterophyllus

Bersama yangambiensis

Caloncoba echinata

Castanopsis sclerophylla

Cinnamomum aromaticum

Conocephalum japonicum